Holiday Homes in Southeast Wisconsin

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Our top choices for Southeast Wisconsin holiday homes

Cozy Bedroom with Private Entrance, Bathrm and nearby Lake Michigan View

Cozy Bedroom with Private Entrance, Bathrm and nearby Lake Michigan View
Kenosha
9.6 out of 10, Exceptional, (87)
"Our room was perfect for our weekend visit with friends who lived nearby. The room had everything we needed and was very close to the lake, which has a lovely walking path. Our hosts were kind and helpful."
United States
Julia H.
The price is €98
includes taxes & fees
23 Dec - 24 Dec
Cozy Bedroom with Private Entrance, Bathrm and nearby Lake Michigan View

KK lower · Funky 2BR in Prime Bay View - w/ Parking

KK lower · Funky 2BR in Prime Bay View - w/ Parking
Bay View
10.0 out of 10, Exceptional, (7)
"Charming apartment, convenient location"
United States
Ashton G.
The price is €174
includes taxes & fees
13 Jan - 14 Jan 2026
KK lower · Funky 2BR in Prime Bay View - w/ Parking

Whole House in Bay View + Fenced-in Yard + Parking

Whole House in Bay View + Fenced-in Yard + Parking
Bay View
10.0 out of 10, Exceptional, (11)
"was great and close to our daughter"
United States
Nicholas S.
The price is €348
includes taxes & fees
29 Dec - 30 Dec
Whole House in Bay View + Fenced-in Yard + Parking

comfortably sleeps 10 guests

comfortably sleeps 10 guests
Elkhorn
10.0 out of 10, Exceptional, (41)
"Great place, great manager "
United States
Chris C.
The price is €377
includes taxes & fees
19 Jan - 20 Jan 2026
comfortably sleeps 10 guests

Exclusive Brownstone Residence

Exclusive Brownstone Residence
2.0 star property
Halyard Park
10.0 out of 10, Exceptional, (1)
"We had a nice stay at this property and hope to do it again "
United States
Damien S.
The price is €195
includes taxes & fees
24 Dec - 25 Dec
Exclusive Brownstone Residence

Quick Trip Getaway |Fun Southwestern Vibe |Enclosed Porch |Walkable to Downtown Lake Geneva |Parking

Quick Trip Getaway |Fun Southwestern Vibe |Enclosed Porch |Walkable to Downtown Lake Geneva |Parking
Lake Geneva
9.8 out of 10, Exceptional, (29)
"The location was easy to find and perfect walking distance to downtown. "
United States
Griffin Y.
The price is €361
includes taxes & fees
27 Dec - 28 Dec
Quick Trip Getaway |Fun Southwestern Vibe |Enclosed Porch |Walkable to Downtown Lake Geneva |Parking

Charming 2-bedroom house with everything you need in the heart of West Allis

Charming 2-bedroom house with everything you need in the heart of West Allis
West Allis
9.6 out of 10, Exceptional, (4)
"Had a great weekend stay. House was clean and cute and our host was very accommodating!"
United States
Renee W.
Charming 2-bedroom house with everything you need in the heart of West Allis

Potter Lower · Funky 2.5BR in the Heart of Bay View - w/ Parking

Potter Lower · Funky 2.5BR in the Heart of Bay View - w/ Parking
Bay View
9.4 out of 10, Exceptional, (15)
"We loved this property! We will definitely stay again if we are in the area."
United States
Taryn O.
The price is €200
includes taxes & fees
13 Jan - 14 Jan 2026
Potter Lower · Funky 2.5BR in the Heart of Bay View - w/ Parking

Vibrant Milwaukee Townhome near Downtown

Vibrant Milwaukee Townhome near Downtown
Riverwest
8.0 out of 10, Very good, (2)
"This is a cool, fun neighborhood! It’s really central to pretty much everything and close to downtown. The property is cozy and is a nice place to hang out. We had a wonderful time! "
United States
Thomas S.
The price is €226
includes taxes & fees
1 Jan - 2 Jan 2026
Vibrant Milwaukee Townhome near Downtown

House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!

House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!
Johnson Woods
9.8 out of 10, Exceptional, (26)
"We stayed while attending the WI state fair. Quiet and safe neighborhood and really close to the fairgrounds. House was clean and easy to get to. We enjoyed our stay and the fenced in backyard was perfect for our Frenchie. "
United States
Roy W.
The price is €289
includes taxes & fees
23 Dec - 24 Dec
House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!

2bed 1.5bath House, Lower Eastside, King Bed, Fire Pit, Sleeps 6

2bed 1.5bath House, Lower Eastside, King Bed, Fire Pit, Sleeps 6
Downtown Milwaukee
10.0 out of 10, Exceptional, (1)
"Overall had the best stay with me and my 3 kids! The house was even better than the pictures. Cute decor, comfy beds, great kitchen amenities to make your stay feel right at home. The host provided clear, easy house and parking instructions! And a grocery store is a close, 5 minute for easy shopping trips. "
United States
Kristen M.
The price is €273
includes taxes & fees
23 Dec - 24 Dec
2bed 1.5bath House, Lower Eastside, King Bed, Fire Pit, Sleeps 6

Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer

Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer
2.0 star property
Bay View
10.0 out of 10, Exceptional, (27)
"Very comfortable and convenient to everything downtown."
United States
Reddemann R.
The price is €366
includes taxes & fees
23 Dec - 24 Dec
Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer

Cozy Home In Lake Geneva WI Area

Cozy Home In Lake Geneva WI Area
Lake Geneva
8.8 out of 10, Excellent, (16)
"Super clean,quiet house! Close to water for us to launch our boat. We would definitely stay again, Thank You"
United States
kelly b.
The price is €195
includes taxes & fees
19 Jan - 20 Jan 2026
Cozy Home In Lake Geneva WI Area

Three bedrooms upstairs

Three bedrooms upstairs
Riverwest
9.6 out of 10, Exceptional, (78)
"He was very kind!"
United States
Hope
The price is €204
includes taxes & fees
23 Dec - 24 Dec
Three bedrooms upstairs

NEW! Fun, style & comfort Eastside MKE Best Day Townhouse 4 bedrooms

NEW! Fun, style & comfort Eastside MKE Best Day Townhouse 4 bedrooms
2.0 star property
Lower East Side
9.8 out of 10, Exceptional, (20)
"Great property for our family group for a long weekend in Milwaukee. "
United States
Karl S.
The price is €385
includes taxes & fees
19 Jan - 20 Jan 2026
NEW! Fun, style & comfort Eastside MKE Best Day Townhouse 4 bedrooms

Peaceful East Side-2 min UWM-Dining-Coffee-Parking

Peaceful East Side-2 min UWM-Dining-Coffee-Parking
Upper East Side
10.0 out of 10, Exceptional, (5)
"Great property and a great location. Lulu was an incredible and thoughtful host. "
United States
Lori B.
The price is €248
includes taxes & fees
27 Dec - 28 Dec
Peaceful East Side-2 min UWM-Dining-Coffee-Parking

Horse lovers paradise with 2 bedrooms and WiFi, AC in Lake Geneva

Horse lovers paradise with 2 bedrooms and WiFi, AC in Lake Geneva
Lake Geneva
10.0 out of 10, Exceptional, (10)
"Beautiful place! We loved our mornings walk, watching the horses and goats, and the barn tour! The host was great! "
United States
Scott G.
The price is €287
includes taxes & fees
23 Dec - 24 Dec
Horse lovers paradise with 2 bedrooms and WiFi, AC in Lake Geneva

Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub

Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub
Waukesha
9.8 out of 10, Exceptional, (19)
"Will come and stay again great host and home"
United States
Dion S.
The price is €266
includes taxes & fees
4 Jan - 5 Jan 2026
Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub

Cozy & Quiet, dog-friendly 2-bedroom Upper in Central Milwaukee

Cozy & Quiet, dog-friendly 2-bedroom Upper in Central Milwaukee
2.0 star property
Fair Park
The price is €272
includes taxes & fees
2 Jan - 3 Jan 2026
Cozy & Quiet, dog-friendly 2-bedroom Upper in Central Milwaukee

Rare East Side-2 min walk to UWM-Garage-Lake Mich

Rare East Side-2 min walk to UWM-Garage-Lake Mich
Upper East Side
10.0 out of 10, Exceptional, (2)
"Loved our stay. Nice clean place that was well stocked."
United States
Patty S.
The price is €248
includes taxes & fees
7 Jan - 8 Jan 2026
Rare East Side-2 min walk to UWM-Garage-Lake Mich
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Southeast Wisconsin Hotel Reviews

Find out more about Southeast Wisconsin

Southeast Wisconsin Holiday Homes information

Number of reviews
387
Accommodation
826 Holiday Homes
Lowest Price
€98
Highest Price
€385

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